2,6-Dichloro-isonicotinic acid ethyl ester → HCID 86640593, compound

HRID 1908746Notes

Reaction equation

HRID 1908746 reaction equation
[CH2:1]([O:3][C:4](=[O:13])[C:5]1[CH:10]=[C:9]([Cl:11])[N:8]=[C:7](Cl)[CH:6]=1)[CH3:2]>C(NCC)C>[CH2:1]([O:3][C:4](=[O:13])[C:5]1[CH:6]=[C:7]([N:8]([CH2:9][CH3:10])[CH2:7][CH3:6])[N:8]=[C:9]([Cl:11])[CH:10]=1)[CH3:2]

Participants

3

Reactant 1

HCID 948232,6-Dichloro-isonicotinic acid ethyl ester

Product 1

HCID 86640593HCID 86640593, compound

Reagents, catalysts & solvents 1

HCID 8021DiethylamineSolvent

Procedure

A solution of 2,6-dichloroisonicotinic acid ethyl ester (14.0 g, 63.6 mmol) in diethylamine (25 mL) is stirred at 100° C. for 7 h. The volatile compounds are evaporated and the residue is purified by CC on silica gel eluting with heptane:EA 9:1 to give 2-chloro-6-diethylamino-isonicotinic acid ethyl ester (10.1 g, contains 2-chloro-6-diethylamino-isonicotinic acid methyl ester which forms during the transfer of the reaction mixture into a round bottom flask using methanol); LC-MS: tR=1.09 min.

Workup

  1. customThe volatile compounds are evaporated
  2. customthe residue is purified by CC on silica gel eluting with heptane:EA 9:1

Sources & evidence

ORD record
ord-5b5ec140d0c946778514b58f5d09b1c2
Source dataset
uspto-grants-2013_12
Patent number
US08598208B2

Reaction notes

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